Acetic Acid → HCID 131728435, compound

Participants

Reaction Steps

Acetonylacetone (0.040 g, 0.35 mmol)) and acetic acid (0.1 mL, 1.7 mmol) were added to a solution of the methylester of Example 36j in toluene (10 mL). The reaction mixture was refluxed for 6 h, concentrated and triturated with PE60-80° C. The organic extract was concentrated and the crude obtained was purified using flash chromatography (silica gel, EtOAc/PE60-80° C.). It was then subjected to hydrolysis as described in Example 1i to obtain the title compound (J. Chem. Soc., Chem. commun., 800-801, (1982)). Yield: 51%; 1H NMR (DMSO-d6): δ 2.0 (s, 6H, 2CH3), 2.40 (s, 3H, CH3), 2.65 (s, 3H, CH3), 5.20 (s, 2H, CH2), 5.70 (s, 2H, pyrrolyl), 7.30 (s, 1H, Ar), 7.35 (s, 1H, Ar), 8.20 (s, 1H, Ar), 8.35 (s, 1H, Ar); MS: m/e (ES+) 411 (M+).

Provenance & Evidence